Southern Vermont Romantic Vacations 2026

Plan, book, travel with confidence
Better together
Save up to $2,000 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place

Top Romantic vacation packages in Southern Vermont

Price found within the past 48 hours. Click for updated prices.

The Equinox Golf Resort And Spa

Manchester Village Historic District

$760

per person

Nov 29 - Dec 3

found 13 hours ago

Roundtrip non-stop flight included

Louisville (SDF) to Albany (ALB)

7.4/10 Good! (665 reviews)

The Inn

Reviewed on Sep 27, 2026

Kimpton Taconic Hotel by IHG

Manchester Village Historic District

$864

per person

Nov 29 - Dec 3

found 13 hours ago

Roundtrip non-stop flight included

Louisville (SDF) to Albany (ALB)

9.4/10 Exceptional! (872 reviews)

all was wonderful and well orchestrated

Reviewed on Sep 27, 2026

The Four Chimneys Inn

$1,027

per person

Nov 29 - Dec 3

found 13 hours ago

Roundtrip non-stop flight included

Louisville (SDF) to Albany (ALB)

9.4/10 Exceptional! (290 reviews)

Very nice, quiet place. Relaxing and cute.

Reviewed on Sep 7, 2026

Don't see what you're looking for?

See all available trips from Singapore to Southern Vermont

View all trips

3 Night Romantic vacations in Southern Vermont

Price found within the past 48 hours. Click for updated prices.

The Equinox Golf Resort And Spa

Manchester Village Historic District

$756

per person

Oct 29 - Nov 1

found 1 day ago

Roundtrip non-stop flight included

Albuquerque (ABQ) to Albany (ALB)

7.4/10 Good! (665 reviews)

The Inn

Reviewed on Sep 27, 2026

Kimpton Taconic Hotel by IHG

Manchester Village Historic District

$1,042

per person

Oct 29 - Nov 1

found 1 day ago

Roundtrip non-stop flight included

Albuquerque (ABQ) to Albany (ALB)

9.4/10 Exceptional! (872 reviews)

all was wonderful and well orchestrated

Reviewed on Sep 27, 2026

Don't see what you're looking for?

See all available trips from Singapore to Southern Vermont

View all trips

4 Night Romantic vacations in Southern Vermont

Price found within the past 48 hours. Click for updated prices.

Kimpton Taconic Hotel by IHG

Manchester Village Historic District

$707

per person

Nov 13 - Nov 17

found 1 day ago

Roundtrip flight included

New York (NYC) to Albany (ALB)

9.4/10 Exceptional! (872 reviews)

all was wonderful and well orchestrated

Reviewed on Sep 27, 2026

The White House Inn

$825

per person

Nov 29 - Dec 3

found 13 hours ago

Roundtrip non-stop flight included

Louisville (SDF) to Albany (ALB)

9/10 Wonderful! (354 reviews)

Old property with a lot of history.

Reviewed on Sep 25, 2026

The Manchester View

$770

per person

Nov 29 - Dec 3

found 13 hours ago

Roundtrip non-stop flight included

Louisville (SDF) to Albany (ALB)

9.4/10 Exceptional! (902 reviews)

Great value super clean I will be back

Reviewed on Sep 27, 2026

Don't see what you're looking for?

See all available trips from Singapore to Southern Vermont

View all trips

How can I find the best Southern Vermont vacation packages for couples?

To win over the love of your life, first choose where and when you want to bring the romance. Now flirt with the filters to add ocean views, spa, pools, and anything else that gets your heart racing.

How can I find cheap Southern Vermont romantic packages for two?

For dollar-friendly delights, sort your search results by price or deals. You can also filter by budget to find romantic retreats at prices you’ll love. For an affordable and alluring adventure, try self-catering and visiting outside busy months of .

How can I plan a great romantic trip to Southern Vermont?

Find what fills you with joy and dive right in, whether you thrill in a little adventure or lust for long lazy days by the pool, handcrafted cocktails in hand. Fire cupid’s arrow at our filters and build your dream trip for two.

How much is a trip for two to Southern Vermont?

Put a price on love with stunning deals for duos starting at just $707. Stay during the quiet season, in , for breaks to make your bank balance smile. Prices and availability are subject to change. Additional terms may apply.

Can I book Southern Vermont spa packages for couples?

Check the filter box for a seductive stay at a spa. Sort your results by price, deals, rating, and more to guarantee the perfect match.

What’s the best time of year for a romantic vacation in Southern Vermont?

Book your romantic getaway during the quieter months of when you can have the place to yourself, pretty much. To show your partner off to the world, provide a more abundant audience.

How can I book romantic weekend getaway packages in Southern Vermont?

To book a loved-up break in Southern Vermont, enter your travel dates and sort by price, deals, rating—whatever matters most to you and your partner. Now, you can add some adult-only amenities, like a hot tub or full-service spa for total R, R, & R (that’s romance, rest, and recuperation).

Can I book a romantic trip to Southern Vermont with free cancellation and/or flexible dates?

The course of true love should always run smooth, but we get that there are hiccups. So, filter by payment option to search for romantic stays with free cancellation and buy now, pay later options.

Why should I book my Southern Vermont romantic holiday with Expedia?

If you’ve only got eyes for excellent escapes, book your loved-up break with Expedia. Fling the filters to find accommodation you’ll adore. And what’s more attractive than ATOL protection?

Top Romantic Southern Vermont Hotels

The Manchester View

77 High Meadow Way & VT-7A Manchester Center VT

21 min drive from Stratton Mountain Resort

If you're in the mood for love, consider a stay at this romantic hotel, featuring a garden and premium mattresses. You'll also love the luxury bedding and ...

9.4/10 Exceptional! (908 reviews)

"Great value super clean I will be back"

Reviewed on Sep 27, 2026

The Inn at Ormsby Hill

1842 Main Street Manchester Center VT

21 min drive from Stratton Mountain Resort

Celebrate with a romantic getaway at this Colonial bed & breakfast, where you'll find a garden, jetted tubs, and in-room fireplaces. You'll also love the luxury ...

9.8/10 Exceptional! (172 reviews)

Couples like: adults only property, spa tub, fireplace

Travelers say...

"what a wonderful place to stay in the heart of the Green Mt's!! Beautiful historic inn in a beautiful setting...great host's and excellent breakfast in a dinning room overlooking the grad ends full of flowers. We'll be back! Highly recommended!"

Reviewed on Aug 17, 2026

The Reluctant Panther Inn and Restaurant

17-39 West Rd Manchester VT

21 min drive from Stratton Mountain Resort

For a romantic stay, consider this upscale inn, featuring a garden, in-room fireplaces, and onsite dining. Couples will appreciate the Frette Italian sheets ...

See all 2,090 properties in Southern Vermont

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.